5-Chloro-2-picolinic acid → HCID 86660417, compound

HRID 1186157Notes

Reaction equation

HRID 1186157 reaction equation
[NH2:1][C:2]1[C:3]([F:22])=[CH:4][C:5]([F:21])=[C:6]([C@:8]2([CH3:20])[C:14]([F:16])([F:15])[C:13]([CH3:18])([CH3:17])[O:12][CH2:11][C:10](=[S:19])[NH:9]2)[CH:7]=1.[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([C:30](O)=[O:31])=[N:28][CH:29]=1>>[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([C:30]([NH:1][C:2]2[CH:7]=[C:6]([C@:8]3([CH3:20])[C:14]([F:15])([F:16])[C:13]([CH3:17])([CH3:18])[O:12][CH2:11][C:10](=[S:19])[NH:9]3)[C:5]([F:21])=[CH:4][C:3]=2[F:22])=[O:31])=[N:28][CH:29]=1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 58563061HCID 58563061, compound

Product 1

HCID 86660417HCID 86660417, compoundYield 91%

Procedure

The compound was prepared in an analogous manner as described for intermediate B14A from (R)-5-(5-amino-2,4-difluorophenyl)-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepane-3-thione (intermediate A17C) (70 mg, 0.208 mmol) and commercially available 5-chloro-pyridine-2-carboxylic acid [CAS No. 86873-60-1] (49 mg, 0.312 mmol). The compound was obtained as a white solid (90 mg, 91%). MS (ISP): m/z=476.1 [(M+H)+] and 478.1 [(M+2+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-e927005f4a0a47a1a25ffb80fa20c718
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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